data_S4A # _chem_comp.id S4A _chem_comp.name ;2'-deoxy-4'-thioadenosine 5'-(dihydrogen phosphate) ; _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O5 P S" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-28 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 347.287 _chem_comp.one_letter_code A _chem_comp.three_letter_code S4A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2RMQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal S4A O3P O3P O 0 1 N Y N -1.880 -6.289 -5.354 3.013 2.590 -0.914 O3P S4A 1 S4A P P P 0 1 N N N -2.552 -4.875 -4.986 3.654 1.366 -0.087 P S4A 2 S4A O1P O1P O 0 1 N N N -1.461 -3.909 -4.701 4.973 0.839 -0.845 O1P S4A 3 S4A O2P O2P O 0 1 N N N -3.557 -4.557 -6.031 4.016 1.824 1.272 O2P S4A 4 S4A "O5'" "O5'" O 0 1 N N N -3.327 -5.163 -3.624 2.582 0.169 0.018 "O5'" S4A 5 S4A N9 N9 N 0 1 Y N N -2.131 -5.772 0.449 -2.316 -1.294 0.153 N9 S4A 6 S4A C4 C4 C 0 1 Y N N -1.896 -5.263 1.700 -2.413 0.073 0.081 C4 S4A 7 S4A N3 N3 N 0 1 Y N N -2.494 -5.624 2.848 -1.548 1.080 0.144 N3 S4A 8 S4A C2 C2 C 0 1 Y N N -2.010 -4.924 3.867 -1.959 2.325 0.038 C2 S4A 9 S4A N1 N1 N 0 1 Y N N -1.050 -3.985 3.869 -3.230 2.640 -0.133 N1 S4A 10 S4A C6 C6 C 0 1 Y N N -0.468 -3.652 2.694 -4.168 1.701 -0.208 C6 S4A 11 S4A N6 N6 N 0 1 N N N 0.497 -2.732 2.693 -5.497 2.040 -0.387 N6 S4A 12 S4A C5 C5 C 0 1 Y N N -0.909 -4.310 1.539 -3.777 0.355 -0.101 C5 S4A 13 S4A N7 N7 N 0 1 Y N N -0.546 -4.200 0.204 -4.430 -0.831 -0.130 N7 S4A 14 S4A C8 C8 C 0 1 Y N N -1.309 -5.076 -0.400 -3.574 -1.801 0.019 C8 S4A 15 S4A "C2'" "C2'" C 0 1 N N N -4.526 -6.500 0.222 -0.319 -2.198 -0.999 "C2'" S4A 16 S4A "C5'" "C5'" C 0 1 N N N -4.435 -6.061 -3.588 2.812 -1.017 0.780 "C5'" S4A 17 S4A "C4'" "C4'" C 0 1 N N R -4.458 -6.791 -2.266 1.597 -1.941 0.664 "C4'" S4A 18 S4A "S4'" "S4'" S 0 1 N N N -2.826 -7.353 -1.612 0.109 -1.155 1.394 "S4'" S4A 19 S4A "C1'" "C1'" C 0 1 N N R -3.050 -6.862 0.138 -1.085 -2.067 0.334 "C1'" S4A 20 S4A "C3'" "C3'" C 0 1 N N S -4.944 -5.916 -1.113 1.191 -2.126 -0.812 "C3'" S4A 21 S4A "O3'" "O3'" O 0 1 N N N -6.356 -5.701 -0.995 1.773 -3.334 -1.305 "O3'" S4A 22 S4A "H15'" "H15'" H 0 0 N N N -5.369 -5.493 -3.707 3.695 -1.529 0.397 "H15'" S4A 23 S4A "H25'" "H25'" H 0 0 N N N -4.338 -6.791 -4.405 2.969 -0.753 1.825 "H25'" S4A 24 S4A "H4'" "H4'" H 0 1 N N N -5.111 -7.636 -2.529 1.798 -2.902 1.137 "H4'" S4A 25 S4A "H1'" "H1'" H 0 1 N N N -2.814 -7.638 0.882 -1.302 -3.050 0.753 "H1'" S4A 26 S4A H2 H2 H 0 1 N N N -2.450 -5.140 4.829 -1.230 3.120 0.094 H2 S4A 27 S4A H1N6 H1N6 H 0 0 N N N 0.738 -2.502 1.750 -6.172 1.346 -0.440 H1N6 S4A 28 S4A H2N6 H2N6 H 0 0 N N N 0.175 -1.911 3.165 -5.754 2.973 -0.460 H2N6 S4A 29 S4A H8 H8 H 0 1 N N N -1.293 -5.236 -1.468 -3.824 -2.851 0.034 H8 S4A 30 S4A "H12'" "H12'" H 0 0 N N N -5.125 -7.394 0.451 -0.572 -3.153 -1.459 "H12'" S4A 31 S4A "H22'" "H22'" H 0 0 N N N -4.686 -5.761 1.021 -0.631 -1.393 -1.665 "H22'" S4A 32 S4A "H3'" "H3'" H 0 1 N N N -4.477 -4.951 -1.361 1.580 -1.288 -1.392 "H3'" S4A 33 S4A HO3P HO3P H 0 0 N Y N -1.747 -6.342 -6.293 3.605 3.348 -1.016 HO3P S4A 34 S4A HO1P HO1P H 0 0 N N N -1.002 -3.703 -5.507 4.810 0.522 -1.744 HO1P S4A 35 S4A "HO3'" "HO3'" H 0 0 N Y N -6.594 -5.653 -0.076 1.565 -3.523 -2.230 "HO3'" S4A 36 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal S4A O3P P SING N N 1 S4A O3P HO3P SING N N 2 S4A O2P P DOUB N N 3 S4A P O1P SING N N 4 S4A P "O5'" SING N N 5 S4A O1P HO1P SING N N 6 S4A "O5'" "C5'" SING N N 7 S4A C8 N9 SING Y N 8 S4A "C1'" N9 SING N N 9 S4A N9 C4 SING Y N 10 S4A C5 C4 DOUB Y N 11 S4A C4 N3 SING Y N 12 S4A N3 C2 DOUB Y N 13 S4A C2 N1 SING Y N 14 S4A C2 H2 SING N N 15 S4A C6 N1 DOUB Y N 16 S4A C5 C6 SING Y N 17 S4A N6 C6 SING N N 18 S4A H1N6 N6 SING N N 19 S4A N6 H2N6 SING N N 20 S4A N7 C5 SING Y N 21 S4A C8 N7 DOUB Y N 22 S4A H8 C8 SING N N 23 S4A "C3'" "C2'" SING N N 24 S4A "C1'" "C2'" SING N N 25 S4A "C2'" "H22'" SING N N 26 S4A "C2'" "H12'" SING N N 27 S4A "H15'" "C5'" SING N N 28 S4A "H25'" "C5'" SING N N 29 S4A "C5'" "C4'" SING N N 30 S4A "H4'" "C4'" SING N N 31 S4A "C4'" "S4'" SING N N 32 S4A "C4'" "C3'" SING N N 33 S4A "S4'" "C1'" SING N N 34 S4A "C1'" "H1'" SING N N 35 S4A "H3'" "C3'" SING N N 36 S4A "C3'" "O3'" SING N N 37 S4A "O3'" "HO3'" SING N N 38 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor S4A SMILES ACDLabs 10.04 "O=P(O)(O)OCC3SC(n2cnc1c(ncnc12)N)CC3O" S4A SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)S3" S4A SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)S3" S4A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](S3)COP(=O)(O)O)O)N" S4A SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(S3)COP(=O)(O)O)O)N" S4A InChI InChI 1.03 "InChI=1S/C10H14N5O5PS/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(22-7)2-20-21(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1" S4A InChIKey InChI 1.03 LAIZFWKCMIXLCJ-RRKCRQDMSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier S4A "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-4'-thioadenosine 5'-(dihydrogen phosphate) ; S4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-thiolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S4A "Create component" 2007-11-28 PDBJ S4A "Modify aromatic_flag" 2011-06-04 RCSB S4A "Modify descriptor" 2011-06-04 RCSB #